An antagonist of mGluR5a
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SIB 1757

Item No. 35442

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-methyl-2-(2-phenyldiazenyl)-3-pyridinol
CAS Number
31993-01-8
Molecular Formula
C12H11N3O
Formula Weight
213.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMSO: 14 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 0.11 mg/ml
λmax
238, 300, 383 nm
SMILES
OC1=C(/N=N/C2=CC=CC=C2)N=C(C)C=C1
InChi Code
InChI=1S/C12H11N3O/c1-9-7-8-11(16)12(13-9)15-14-10-5-3-2-4-6-10/h2-8,16H,1H3/b15-14+
InChi Key
LOCPVWIREQIGNQ-CCEZHUSRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $48

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    10 mg

    $85

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    25 mg

    $165

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    50 mg

    $306

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    Product Description

    SIB 1757 is an antagonist of metabotropic glutamate receptor 5a (mGluR5a).1 It selectively inhibits glutamate-induced calcium release and quisqualate-induced phosphoinositol accumulation in fibroblasts expressing human mGluR5a (IC50s = 0.37 and 3.1 µM, respectively) over mGluR1b-expressing fibroblasts (IC50s = >100 µM for both). SIB 1757 is also selective for mGluR5a over mGluR2, mGluR3, mGluR4a, mGluR6, mGluR7b, mGluR8 (IC50s = >100 µM for all), as well as AMPA, kainate, and NMDA receptors (IC50s = >30 µM for all). It inhibits phosphoinositol accumulation induced by the group I mGluR agonist (S)-3,5-DHPG (Item No. 14411) in isolated neonatal rat hippocampus and striatum (IC50s = 5.2 and 10.1 µM, respectively). Intrathecal administration of SIB 1757 (0.01 µg/animal) increases the paw withdrawal threshold in a rat model of neuropathic pain induced by spinal nerve ligation.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Varney, M.A., Cosford, N.D., Jachec, C., et al. SIB-1757 and SIB-1893: Selective, noncompetitive antagonists of metabotropic glutamate receptor type 5. J. Pharmacol. Exp. Ther. 290(1), 170-181 (1999).

    2. Dogrul, A., Ossipov, M.H., Lai, J., et al. Peripheral and spinal antihyperalgesic activity of SIB-1757, a metabotropic glutamate receptor (mGLUR5) antagonist, in experimental neuropathic pain in rats. Neurosci. Lett. 292(2), 115-118 (2000).